Basil & Chocolate: Indulging in Italian Riviera and Umbrian Countryside Tour

Town of Positano on the Amalfi Coast, Italy

What to expect on this itinerary

The charm of the Italian Riviera emanates from contemporary luxuries hidden within the serene seaside villages. The enchantment of Umbria rises from the medieval streets, bucolic hills, and overlooked towns that burst out of iconic vineyards. Your custom tailored tour combines the majesty of land and sea to take you on a remarkable journey through ancient city walls and continued traditions, tranquil hiking trails and opulent marinas. A statue of Neptune adorns the cliff that overlooks the Mediterranean as a powerful waterfall erupts from an emerald forest. Unwrap the wonder of the Riviera and Umbrian regions to enjoy pebbled beaches and perfect panoramas.

Countries Visited

Italy

Places Visited

Levanto, Bonassola, Framura, Monterosso, Corniglia, Manarola, Riomaggiore, Vernazza, La Scarzuola, Bevagna, Marmore Falls, Assisi, Perugia, Pisa, the Gulf of Poets, Tellaro, Lerici

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

Monterosso – Arrive at Pisa Airport and Transfer to Colorful Cinque Terre

The beauty of the five towns of Cinque Terre nears mythical proportions. Each town contains a distinctive culture and design, from nestling into the rocks of the Ligurian coastal mountains to forming a natural harbor overlooking the Mediterranean Sea. A series of trails connect the five towns together, strewn along the mountain ridges and over the plateaus and follows ancient goat herder paths and pilgrimage routes. Your flight will land at Galileo Galilei International Airport in Pisa where you will meet your private transfer. Venture first to the town of Levanto, located to the north of Monterosso and separated by a mountain promontory.

Next, board a local train for a brief, but scenic, ride through a tunnel to reach the station at Monterosso, the most northerly of the five towns of Cinque Terre. The city was first mentioned in documents written in the 11th century. Pebbles and white sand merge on the beach, set beneath the green hills that frame the town. Umbrellas shade the lounge chairs and fill with beachgoers. The Mediterranean Sea shimmers with sapphire hues that darken with the depths of the water. A hotel representative will meet you at the train station and escort you to the impressive hotel built on the terraces that overlook the Ligurian coast. Sheer cliffs turn the paradise into a stunning vista, and your private room will have a marvelous terrace that encompasses the beauty of the region, from the vineyards above to the splashing water below.

What's Included:

Accommodation
Transfer
Day 2

Monterosso – Trek the Splendor of the Church Trail Connecting the Towns

Day 3

Monterosso – Enjoy an Active Day Exploring the Ligurian Coast at your Pace

Day 4

Monterosso – Relax on the Ligurian Coast and in Cinque Terre at Leisure

Day 5

Perugia – Explore the Delights of Tuscany en route to Gorgeous Perugia

Day 6

Perugia – Discover the Historical and Captivating Towns of Umbria

Day 7

Perugia – Visit Stunning La Scarzuola, Bevagna, and Marmore Falls

Day 8

Perugia – Depart for Home

Trip Highlights

  • Delight in an active exploration of the Italian Riviera north of Cinque Terre to enjoy the unhindered traditions and the gorgeous landscape
  • Wander along the Gulf of Poets to discover the small towns of the Italian Riviera before reaching the opulent Portofino
  • Walk the trails of Cinque Terre to connect the historical churches of each village while enjoying remarkable views of the landscape and coastline
  • Indulge in the bright flavors of the Ligurian coastline with a private cooking class in the heart of Monterosso al Mare
  • See the staggering and dramatic image of Marmore Falls in southern Umbria
  • Witness the elements of the Genoese and Pisan Republics that shaped the Ligurian coast as the two naval powerhouses fought for coastal supremacy
  • See the grandeur and charm of Pisa’s decadent past through its preserved architectural wonders dating back to the 12th century
  • Embrace the quality and unique characteristics of the chocolate crafted and sold in the city of Perugia
  • Sample the delicious qualities of the wines of Cinque Terre during a private wine tour led by a local guide
  • Wander through the distinctive treasures of La Scarzuola for an immersive experience in the creative mind of a celebrated 20th-century Italian Architect

Detailed Description

Your 8-day vacation will embody the enchantment of Italy to welcome you with a blend of history and beauty, tradition, and cuisine. Embrace the wonder of the seaside trails that connect the towns of Cinque Terre, and enjoy the marvelous cobblestone streets of Perugia, home to a medieval university and celebrated chocolate confections. Your Italian immersion will begin with your arrival at Galileo Galilei Airport in Pisa, and your private transfer will escort you to the seaside town of Levanto to meet your train to Monterosso al Mare. The short ride takes you through a tunnel of the Maritime Alps and opens to the bright light of the Mediterranean coast.

A representative from your hotel will meet you at the train station and lead you to your lavish accommodation located on the cliffs between gorgeous vineyards and magnificent water. You have the marvels of the land and the sea at your fingertips as you wake the next day to wander along the Sanctuary Trail to visit the towns and local churches of Cinque Terre from Monterosso to Riomaggiore. Next day, you will mount a bike and travel northbound along the Italian Riviera to visit Levanto, Bonassola, and Framura, known for its quiet beaches, serene landscape, and delicious focaccia bread.

Embrace the relaxed pace of the coastline as you continue to enjoy the Riviera at your leisure. You could wander the different trails along the hillside or venture to the secluded shore of Abbey San Fruttuoso. You could also visit the towns of Tellaro and Lerici, which have maintained their connection to their fishing village roots along the Gulf of Poets that leads to Portofino. Your private transfer will escort you to Pisa for an in-depth exploration of the former Republic’s grandeur and then continue southbound to the city of Perugia for an introductory tour of the medieval streets and ancient city walls.

Travel across the vale on the following day to visit the famous town of Assisi before returning to Perugia for a chocolate tour of the confectionaries and factories, including tasting the treasured sweet treat. Delve deeper as you move into the marvels of Umbria by visiting the distinctive towns of La Scarzuola and Bevagna, along with the dramatic Marmore Falls. Conclude as your private transfer will meet you at the hotel and lead you to Umbria International Airport for your flight home.  

Starting Price

$3,600 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

4.9

Verified Traveler Reviews

Based on 1933 reviews

Italy Vacation - Cinque Terre, Positano, Amalfi Coast, Tuscany, Cooking Class, Tuscan Wine Tour

"Everything was enjoyable....we have great memories to look back on."

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Italy Travel Agent Review: Cinque Terre, Monterosso, Manarola, Lake Como, Walking & Wine Tours, 8-Night Vacation
"Overall very solid trip and experience! Tina was very responsive to any questions we had."

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Italy Review, Tuscany & Umbria Vacation, Chianti, Perugia, Montefalco, Bevagne, Wine Tour
I am sorry to report this but as a customer of Zicasso I feel you should know when a travel agency does not live up to your standards. Both Mike, myself and our friends have used your referral company and have had great results. There were just too many things about this trip that were a huge disappointment.Train tickets issued to Mike & I were for two different train cars! Why would a premiere travel agent who knows we have never traveled this way put myself and my husband on a train in two completely different train cars! Thankfully the ticket handler was gracious enough to let us sit together. As a premiere travel agency we definitely should have been asked to if we would like to have premiere economy and definitely should have had tickets where we sat together.Location of Villas: While the Villa in Chianti and the hotel in Perugia were both wonderful places but very isolated. The places we were scheduled to travel to were all located a long ways away. We spent so much time in our van driving it was cause for a lot of stress. For example poor time management on scheduling: Florence - travel distance fine, tour guide great, no time at all to shop as driver was waiting to take us back. Pienza - a 2+ hour drive when we arrived the driver said he would need to take us to next stop in 20 minutes! That is not relaxing. We were then late to our lunch at the farm which they were not pleased but were very accommodating for us. Thank goodness she was such a doll. On to Montalcino but no, we had no time to visit this village because we had to be at a winery for a tour. Then a 2+ hour drive home only to have our other driver waiting to take us to dinner. Stress. Castello di Ami yet another long and windy road trip to go to two wineries. Which were nice but feel there were probably some closer that would have satisfied. Cortona was fun yet another long day in the van. The hotel in Perugia seemed so relaxing but we never had time to spend there. Next day another 1.5+ hr. drive to a winery and 2 villages one Montefalco was fun to walk around, when we arrived at the village of Bevagne it was literally a ghost town no shops were open nothing. This might have been due to August holiday but the Travel agent should be aware of these things. It was a waste of time. Restaurants suggested: a Chianti restaurant was cute and nice to have when you are tired from traveling. The Tuscany restaurant was lovely, 25 minute drive just fine and we had a great meal. The other restaurants in this area that were suggested were too far away 45 min.+ after being in a car all day - again travel agent should be cognizant of this itinerary. We found a fun castle 5 min. drive away and had a great meal. After traveling all day to get to our hotel in Perugia we were not up for traveling yet again to a restaurant but there was nothing close by and this restaurant was to be on Lake Trasimeno so we decided to go. It was awful no view of the lake the wait staff forgot our order and food was sub par. ugh The next night we ate pizza at the resort! Transportation: We were to have English speaking drivers every day. We had 2 the rest of them spoke very little English in fact the last one driver spoke no English we had him for 2 days. Luckily he was so sweet that he downloaded a translate app and I sat in the front seat so we could "talk" to him. 

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Italy Travel Review: Monterosso al Mare, Milan, Venice, Florence, Verona, Rome, Lago di Como

"We had some excellent tour guides in Milan and Assisi..."

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Luxury Italy Group Tour Review: Rome, Tuscany, Chianti, Montepulciano, Montalcino, Siena, Florence, Pisa, Lucca

"...after my first communication with our agent -- I knew that she 'had it.'  She understood exactly what we wanted to do." 

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Italy Luxury Vacation Review: Milano, Lake Maggiore, Lake Como, Private Tour Guide, Local Culture
"We were guided privately every day through different experiences by amazing professionals."

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

28,000+ Verified Traveler Reviews